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Brc1cnc(nc1)C
Pyrimidine, 5-bromo-2-methyl-
CCCP1(=O)OP(=O)(CCC)OP(=O)(O1)CCC
1,3,5,2,4,6-Trioxatriphosphorinane, 2,4,6-tripropyl-, 2,4,6-trioxide
CC1(C)OB(OC1(C)C)B1OC(C(O1)(C)C)(C)C
2,2'-Bi-1,3,2-dioxaborolane, 4,4,4',4',5,5,5',5'-octamethyl-
O=C(C=Cc1ccccc1)C=Cc1ccccc1.O=C(C=Cc1ccccc1)C=Cc1ccccc1.O=C(C=Cc1ccccc1)C=Cc1ccccc1.[Pd].[Pd]
Tris(dibenzylideneacetone)dipalladium
C1CCC(CC1)P(C1CCCCC1)C1CCCCC1.Cc1cc(C)c(c(c1)C)N1CCN(C1=[Ru](=Cc1ccccc1)(Cl)Cl)c1c(C)cc(cc1C)C
Ruthenium,[1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(phenylmethylene)(tricyclohexylphosphine)-, (SP-5-41)-

1,1'-Binaphthalene, 6,6'-dibromo-2,2'-bis(methoxymethoxy)-, (1R)-

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Chemical Name: 1,1'-Binaphthalene, 6,6'-dibromo-2,2'-bis(methoxymethoxy)-, (1R)-
CAS Number: 179866-74-1
Product Number: AG0027B9(AGN-PC-0QBO6B)
Synonyms:
MDL No:
Molecular Formula:
Molecular Weight:

Identification/Properties

Computed Properties
Molecular Weight:
532.228g/mol
XLogP3:
7.3
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
4
Rotatable Bond Count:
7
Exact Mass:
531.971g/mol
Monoisotopic Mass:
529.973g/mol
Topological Polar Surface Area:
36.9A^2
Heavy Atom Count:
30
Formal Charge:
0
Complexity:
489
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
0
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information

GHS Pictogram:
Signal Word:
Danger
UN#:
1759
Hazard Statements:
H318-H413
Precautionary Statements:
P273-P280-P305+P351+P338-P310-P501
Class:
8
Packing Group:
Ⅲ

NMR Spectrum

Other Analytical Data

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Chemical Structure


(R)-6,6'-Dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl is a valuable compound in chemical synthesis due to its chirality and unique structural properties. This compound is commonly used as a chiral ligand in asymmetric catalysis, particularly in enantioselective transformations. Its binaphthyl backbone provides a rigid and well-defined structure that can impart high levels of enantiocontrol in various reactions.One key application of (R)-6,6'-Dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl is in asymmetric hydrogenation reactions. When employed as a ligand for transition metal catalysts, this compound can facilitate the reduction of prochiral substrates with excellent enantioselectivity. The presence of the bromine substituents and methoxymethoxy groups on the binaphthyl framework is crucial for tuning the steric and electronic properties of the ligand, leading to efficient and selective transformations.In addition to asymmetric hydrogenation, (R)-6,6'-Dibromo-2,2'-bis(methoxymethoxy)-1,1'-binaphthyl has found utility in other enantioselective processes such as asymmetric allylic substitutions, cycloadditions, and C-C bond forming reactions. Its versatile nature and ability to control the stereochemistry of reactions make it a valuable tool for synthetic chemists striving to access single enantiomer products in a predictable and efficient manner.